An inhibitor of IRE1α RNase activity
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MKC8866

Item No. 37332

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-hydroxy-6-methoxy-4-methyl-3-[2-(4-morpholinyl)-2-oxoethyl]-2-oxo-2H-1-benzopyran-8-carboxaldehyde
CAS Number
1338934-59-0
Synonyms
  • IRE1-IN-8866
  • Inositol-Requiring Enzyme 1α Inhibitor 8866
Molecular Formula
C18H19NO7
Formula Weight
361.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/ml
λmax
259, 288, 324, 367 nm
SMILES
O=CC1=C(C(OC)=CC2=C1OC(C(CC(N3CCOCC3)=O)=C2C)=O)O
InChi Code
InChI=1S/C18H19NO7/c1-10-11-7-14(24-2)16(22)13(9-20)17(11)26-18(23)12(10)8-15(21)19-3-5-25-6-4-19/h7,9,22H,3-6,8H2,1-2H3
InChi Key
IFDGMRMUJYGWQQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $123

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    10 mg

    $231

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    25 mg

    $486

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    50 mg

    $789

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    Cayman Chemical
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    Product Description

    MKC8866 is an inhibitor of inositol-requiring enzyme 1α (IRE1α) RNase activity (IC50 = 0.29 µM).1 It inhibits DTT-induced production of the IRE1α target protein and transcription factor X-box binding protein 1 (XBP1) in MM.1S multiple myeloma cells (EC50 = 0.52 µM) and XBP1 production induced by thapsigargin (Item No. 10522) in LNCaP cells (IC50 = 0.38 µM). MKC8866 also decreases expression of the XBP1 target genes SREBF1, DGAT2, and LIPE and increases triglyceride levels in MDA-MB-231 cells.2 In vivo, MKC8866 (300 mg/kg) reduces tumor volume in LNCaP, VCaP, 22Rv1, and C4-2B prostate cancer mouse xenograft models.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sheng, X., Nenseth, H.Z., Qu, S., et al. IRE1α-XBP1s pathway promotes prostate cancer by activating c-MYC signaling. Nat. Commun. 10(1), 323 (2019).

    2. Almanza, A., Mnich, K., Blomme, A., et al. Regulated IRE1α-dependent decay (RIDD)-mediated reprograming of lipid metabolism in cancer. Nat. Commun. 13(1), 2493 (2022).